- Design, synthesis and biological activity of selective hCAs inhibitors based on 2-(benzylsulfinyl)benzoic acid scaffold
-
A large library of derivatives based on the scaffold of 2-(benzylsulfinyl)benzoic acid were synthesised and tested as atypical inhibitors against four different isoforms of human carbonic anhydrase (hCA I, II, IX and XII, EC 4.2.1.1). The exploration of the chemical space around the main functional groups led to the discovery of selective hCA IX inhibitors in the micromolar/nanomolar range, thus establishing robust structure-activity relationships within this versatile scaffold. HPLC separation of some selected chiral compounds and biological evaluation of the corresponding enantiomers was performed along with molecular modelling studies on the most active derivatives.
- Rotondi, Giulia,Guglielmi, Paolo,Carradori, Simone,Secci, Daniela,De Monte, Celeste,De Filippis, Barbara,Maccallini, Cristina,Amoroso, Rosa,Cirilli, Roberto,Akdemir, Atilla,Angeli, Andrea,Supuran, Claudiu T.
-
p. 1400 - 1413
(2019/08/26)
-
- DNA binding and antitumor activities of platinum(IV) and zinc(II) complexes with some S-alkyl derivatives of thiosalicylic acid
-
A series of complexes of platinum(IV) (C1–C5) and zinc(II) (C6–C10) with S-alkyl derivatives of thiosalicylic acid were prepared and characterized. The interactions of the complexes with calf thymus DNA were analyzed by absorption (UV–Vis) and emission spectral studies (ethidium bromide displacement studies). The cytotoxic activities of complexes C1–C10 were determined against mouse B cell lymphocytic leukemia cells (BCL1), human B-prolymphocytic leukemia (JVM-13), mouse mammary carcinoma cells (4T1), and human mammary carcinoma cells (MDA-MB-468) and compared to the activities of the free ligand precursors and cisplatin. The cytotoxicities of the platinum(IV) and zinc(II) complexes toward mouse tumor cell lines were higher compared with their effects on human tumor cell lines. The zinc(II) complex C9 showed the highest antitumor activity toward the tested human cell lines, while the platinum(IV) complex C4 exhibited the highest antitumor activity toward mouse BCL1 and 4T1 cells. Both C4 and C9 have ligands derived from S-propyl thiosalicylic acid.
- Besser Silconi, Zana,Benazic, Sasa,Milovanovic, Jelena,Jurisevic, Milena,Djordjevic, Dragana,Nikolic, Milos,Mijajlovic, Marina,Ratkovic, Zoran,Radi?, Gordana,Radisavljevic, Snezana,Petrovic, Biljana,Radosavljevic, Gordana,Milovanovic, Marija,Arsenijevic, Nebojsa
-
p. 719 - 729
(2018/07/31)
-
- PIPERAZINYL METHANONE NAAA INHIBITORS
-
Disclosed herein, inter alia, are compositions and methods for modulating the activity of N-acylethanolamine acid amidase for the treatment of a pathological state, including pain, an inflammatory condition, or a neurodegenerative disorder.
- -
-
Paragraph 0214; 0303
(2017/12/16)
-
- New piperazine derivatives having anti-cancer effect, combination therapeutic effect with radiation, and anti-diabetic effect, and PPAR activity, and medical use thereof
-
The present invention relates to a novel piperazine derivative having an anti-cancer effect, a combination therapeutic effect with radiation, and an anti-diabetic effect, and to a medical use thereof. The piperazine derivatives are PPAR-γ ligand, and have
- -
-
Paragraph 0068; 0069; 0075; 0076
(2018/10/03)
-
- Cytotoxicity of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-ethyl derivative of thiosalicylic acid
-
The spectroscopically predicted structure of the obtained copper(II)-complex with S-ethyl derivative of thiosalicylic acid was confirmed by X-ray structural study and compared to previously reported crystal structure of the Cu complex with S-methyl deriva
- Nikoli?, Milo? V.,Mijajlovi?, Marina ?.,Jevti?, Verica V.,Ratkovi?, Zoran R.,Novakovi?, Sladjana B.,Bogdanovi?, Goran A.,Milovanovi?, Jelena,Arsenijevi?, Aleksandar,Stojanovi?, Bojana,Trifunovi?, Sre?ko R.,Radi?, Gordana P.
-
p. 264 - 271
(2016/04/04)
-
- Second-Generation Non-Covalent NAAA Inhibitors are Protective in a Model of Multiple Sclerosis
-
Palmitoylethanolamide (PEA) and oleoylethanolamide (OEA) are endogenous lipid mediators that suppress inflammation. Their actions are terminated by the intracellular cysteine amidase, N-acylethanolamine acid amidase (NAAA). Even though NAAA may offer a new target for anti-inflammatory therapy, the lipid-like structures and reactive warheads of current NAAA inhibitors limit the use of these agents as oral drugs. A series of novel benzothiazole–piperazine derivatives that inhibit NAAA in a potent and selective manner by a non-covalent mechanism are described. A prototype member of this class (8) displays high oral bioavailability, access to the central nervous system (CNS), and strong activity in a mouse model of multiple sclerosis (MS). This compound exemplifies a second generation of non-covalent NAAA inhibitors that may be useful in the treatment of MS and other chronic CNS disorders.
- Migliore, Marco,Pontis, Silvia,Fuentes de Arriba, Angel Luis,Realini, Natalia,Torrente, Esther,Armirotti, Andrea,Romeo, Elisa,Di Martino, Simona,Russo, Debora,Pizzirani, Daniela,Summa, Maria,Lanfranco, Massimiliano,Ottonello, Giuliana,Busquet, Perrine,Jung, Kwang -Mook,Garcia-Guzman, Miguel,Heim, Roger,Scarpelli, Rita,Piomelli, Daniele
-
supporting information
p. 11193 - 11197
(2016/10/13)
-
- Cytotoxicity of palladium(II) complexes with some alkyl derivates of thiosalicylic acid. Crystal structure of the bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)2]
-
The spectroscopically predicted structure of the obtained bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)2], was confirmed by an X-ray structural study. The asymmetric unit of [Pd(S-bu-thiosal)2] consists of neutr
- Mijajlovi?, Marina ?.,Nikoli?, Milo? V.,Jevti?, Verica V.,Ratkovi?, Zoran R.,Markovi?, Bojana Simovi?,Volarevi?, Vladislav,Arsenijevi?, Neboj?a N.,Novakovi?, Sladjana B.,Bogdanovi?, Goran A.,Trifunovi?, Sre?ko R.,Radi?, Gordana P.
-
-
- Synthesis, characterization and antimicrobial activity of copper(II) complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II) complex with S-methyl derivative of thiosalicylic acid
-
The five new copper(II) complexes with some S-alkyl derivatives of thiosalicylic acid (alkyl = benzyl (L1), methyl (L2), ethyl (L3), propyl (L4), butyl (L5)) have been synthesized and characterized by microanalysis and infrared spectra. The spectroscopica
- Nikoli?, Milo? V.,Mijajlovi?, Marina ?.,Jevti?, Verica V.,Ratkovi?, Zoran R.,Radojevi?, Ivana D.,?omi?, Ljiljana R.,Novakovi?, Sladjana B.,Bogdanovi?, Goran A.,Trifunovi?, Sre?ko R.,Radi?, Gordana P.
-
-
- Synthesis, characterization and antimicrobial activity of palladium(II) complexes with some alkyl derivates of thiosalicylic acids: Crystal structure of the bis(S-benzyl-thiosalicylate)-palladium(II) complex, [Pd(S-bz-thiosal) 2]
-
S-Alkyl (R = benzyl, methyl, ethyl, propyl and butyl) derivatives of thiosalicylic acid and the corresponding palladium(II) complexes were prepared and their structures were proposed on the basis of infrared, 1H and 13C NMR spectrosc
- Radic, Gordana P.,Gloovic, Verica V.,Radojevic, Ivana D.,Stefanovic, Olgica D.,Comic, Ljiljana R.,Ratkovic, Zoran R.,Valkonen, Arto,Rissanen, Kari,Trifunovic, Srecko R.
-
experimental part
p. 69 - 76
(2012/03/13)
-
- Synthesis, spectral characterization and electrochemical properties of (2-alkylthiobenzoyl)ferrocenes. Crystal structures of 2-methylthio, 2-ethylthio and 2-isopropylthio derivatives
-
The one-pot synthesis of seven new (2-alkylthiobenzoyl)ferrocenes has been achieved by Friedel-Crafts acylation of ferrocene with acid chlorides generated in situ from the corresponding carboxylic acids and phosphorous trichloride. The obtained compounds
- Ratkovi?, Zoran,Novakovi?, Sladana B.,Bogdanovi?, Goran A.,?egan, Dejan,Vuki?evi?, Rastko D.
-
scheme or table
p. 2311 - 2317
(2010/09/06)
-
- N-PYRROLIDIN-3YL-AMIDE DERIVATIVES AS SEROTONIN AND NORADRENALIN RE-UPTAKE INHIBITORS
-
A compound of Formula (I) and pharmaceutically and/or veterinarily acceptable derivatives thereof, wherein: R1 is H, C1-6alkyl, - C(A)D, C3-8cycloalkyl, aryl, het, aryl-C1-4alkyl or het-C1-4alkyl, whe
- -
-
Page/Page column 44
(2008/06/13)
-
- NOVEL COMPOUNDS
-
A compound of Formula (I) and pharmaceutically and/or veterinarily acceptable derivatives thereof, wherein: R1 is H, C1-6alkyl, -C(A)Y, C3-8cycloalkyl, aryl, het, aryl-C1-4alkyl or het-Cl-4alkyl, wher
- -
-
Page/Page column 42-43
(2008/06/13)
-
- NOVEL COMPOUNDS
-
A compound of Formula (I) and pharmaceutically and/or veterinarily acceptable derivatives thereof, wherein: R1 is H, C1-6alkyl, - C(A)D, C3-8cycloalkyl, aryl, het, aryl-C1-4alkyl or het-C1-4/sub
- -
-
Page/Page column 45-46
(2008/06/13)
-
- Cyclic anti-aggregatory peptides
-
This invention relates to compounds of the formula: STR1 wherein: A' is absent, Asn, Gln, Ala or Abu; A is absent or a D- or L-amino acid chosen from Arg, HArg, (Me2)Arg, (Et2)Arg, Abu, Ala, Gly, His, Lys, or an α-R' substituted deri
- -
-
-
- The Reactions of Carbene Intermediates from the Reaction of Trialkyl Phosphites with Dialkyl Benzoylphosphonates: Intramolecular Cyclisations of 2-Substituted Dialkyl Benzoylphosphonates
-
The reaction of dialkyl aroylphosphonates 1 with trialkyl phosphites leads to the formation of carbene intermediates 3 via the anionic intermediates 2.The carbene intermediates 3 (R = 2-Me, 2-Prn, 2-Bun, 2-MeS, 2-EtO and 2-EtS) have
- Griffiths, D. Vaughan,Griffiths, Penelope A.,Karim, Khalku,Whitehead, Belinda J.
-
p. 901 - 925
(2007/10/03)
-
- Preparation of Pyrrolobenzothiazin-9-ones via Intramolecular Sulfenylation of an N-Acylpyrrole
-
Pyrrolobenzothiazin-9-one (6a) was synthesized in 45percent overall yield from thiosalicylic acid in six steps.The title compound (88percent) and its 1-trifluoroacetyl (83percent) and 1-formyl derivatives were synthesized via intramolecular re
- Tafel, Kelley A.,Bates, Dallas K.
-
p. 3676 - 3680
(2007/10/02)
-
- METALATION REACTIONS. XIV. REGIOSPECIFIC PREPARATION OF POLYSUBSTITUTED BENZENES VIA MONO- OR DI-LITHIATION REACTIONS OF AROMATIC THIOETHERS
-
The preparation of polyfunctionalized aromatic thioethers either by one-step dilithiation or by two successive one-flask monometalation reactions is described.By acting on 1 two equal or different electrophiles one on the thiomethyl group and one in the ortho-position with respect to it are introduced; by acting on 11 and on 35 the substitution involves the thiomethyl carbon atom and that in the ortho-position with respect to the alkoxy group.In the case of the homologeous isopropylthio (23) the substitution involves the two aryl carbon atoms in the ortho-position to both functions.In the case of the p-disubstituted isomers (49, 59) analogous behaviour to ortho isomers in one-step metalation reaction is observed, while the two hydrogen atoms in the ortho-positions to the methoxy group are substituted when two successive monometalations are employed.The metalation of 40 results low selective.The behaviour of 79 and 93 is analogous to 1, while 72, 88 and 96 undergo only one-step monometalation reactions.
- Cabiddu, Salvatore,Fattuoni, Claudia,Floris, Costantino,Gelli, Gioanna,Melis, Stefana,Sotgiu, Francesca
-
p. 861 - 884
(2007/10/02)
-